Gentry, MD homes for sale & real estate

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637 Chase St, Annapolis, MD 21401
637 Chase St, Annapolis, MD 21401
637 Chase St, Annapolis, MD 21401
ABOUT THIS HOME
Gentry, MD Homes for Sale
Discover an enchanting classic brick residence in Murray Hill—just steps from Maryland Hall for the Performing Arts, home to the annual Annapolis Film Festival, the Annapols Symphony, art classes and live music. And only three blocks away, Amos Garrett Park awaits—perfect for launching your kayak or paddleboard or taking the boat taxi to City Dock! Lovingly maintained and beautifully detailed, this timeless home features solid plaster walls, hardwood floors, 8½‑foot ceilings, and graceful archways. The updated kitchen flows seamlessly into a versatile layout that can easily accommodate a first‑floor primary suite—currently styled as a family room with an office and

$1,295,000

3 beds2 baths2,064 sq ft

637 Chase St, Annapolis, MD 21401

7,401 sq ft lot • Somewhat walkable

(410) 263-8686

1590 Virginia St, Annapolis, MD 21401
ABOUT THIS HOME
Gentry, MD Homes for Sale
Opportunity knocks in the heart of Annapolis! This 4-bedroom, 2.5-bath home sits on a large corner lot in one of the city's most sought-after communities. While the home is ready for your custom renovations, its location and footprint offer rare potential. Close to everything Annapolis has to offer—downtown, commuter routes, Navy-Marine Corps Memorial Stadium, Parole Towne Center—this is your chance to create something truly special.

$624,900

4 beds2.5 baths2,189 sq ft

1590 Virginia St, Annapolis, MD 21401

0.26 acre lot • Garage • Somewhat walkable

(410) 263-9105

5 Park Pl #431, Annapolis, MD 21401
5 Park Pl #431, Annapolis, MD 21401
5 Park Pl #431, Annapolis, MD 21401
ABOUT THIS HOME
Gentry, MD Homes for Sale
Exceptionally beautiful 1 BR/1 Bath with stunning sunset views in like-new condition. The only unit available in this Luxurious Condo Building still priced below $500K. Many upgrades: New Bosch HVAC Heat Pump costing $10K, New designer walk-in shower costing $12 K , New carpeting in Bedroom. , Hardwood floors, granite counters. Many amenities : 24/7 live person at the Lobby Front Desk, very secure building, One owned/ assigned underground garage parking space with remote opener, Fitness Center, Outdoor Pool and Hot Tub, Two Outdoor Gourmet BBQ kitchens, Gardening Area, Library, Party Room , TV Lounge , Free Shuttle Service to downtown, just blocks to City Dock attractions: restaurants,

$489,900

1 bed1 bath839 sq ft

5 Park Pl #431, Annapolis, MD 21401

$1,032 HOA • Garage • Community pool

(410) 224-3600

21 Woodlawn Ave, Annapolis, MD 21401
21 Woodlawn Ave, Annapolis, MD 21401
21 Woodlawn Ave, Annapolis, MD 21401
ABOUT THIS HOME
Gentry, MD Homes for Sale
Rare opportunity in Homewood of Annapolis! On an oversized lot in one of the city's most sought-after neighborhoods, this 3-bedroom, 2-bathroom offers extra space for outdoor living, gardening, or future expansion. Step inside to find an inviting, oversized wraparound enclosed porch—perfect for morning coffee, evening cocktails, or a cozy reading nook year-round. Warm hardwood floors and plenty of space for the whole family, this home is ready for you to make it your own. A detached garage and private driveway, providing coveted off-street parking and extra storage. In the heart of Homewood—just minutes from downtown Annapolis, the Naval Academy, parks, restaurants, and commuter

$654,900

3 beds2 baths1,442 sq ft

21 Woodlawn Ave, Annapolis, MD 21401

0.26 acre lot • Garage • Very walkable

(410) 263-9105

COMING SOON

407 Merryman Rd, Annapolis, MD 21401
407 Merryman Rd, Annapolis, MD 21401
407 Merryman Rd, Annapolis, MD 21401
ABOUT THIS HOME
Gentry, MD Homes for Sale
Professional Pics Scheduled for next week! Beautiful spacious home in Heritage! This home has a Wonderful Open floor plan with 2 En Suites on on the Main Level. Open updated Kitchen, Living and Dining Area with Tons of Light. Sliding Glass Doors from the Kitchen Area to the Back Deck and on the Lower Level to the Patio and Backyard. Renovated Lower Level with Fireplace and with space with doors for an office and workout room. The location of the property is ideal with access to downtown and RT 50 within moments. The community pool is just around the corner from the house. There is not an HOA but a community pool included in the property taxes.

$725,000

4 beds3.5 baths1,850 sq ft

407 Merryman Rd, Annapolis, MD 21401

0.36 acre lot • 2 garage spots • Community pool

(410) 266-0600

Property at 5 Park Pl #217, Annapolis, MD 21401, 2 beds, 2 baths

$845,000

2 beds2 baths1,343 sq ft

5 Park Pl #217, Annapolis, MD 21401

(302) 360-0300

Property at 116 Vanguard Ln, Annapolis, MD 21401, 4 beds, 4 baths

$599,900

4 beds4 baths2,450 sq ft

116 Vanguard Ln, Annapolis, MD 21401

(410) 263-3400

Property at 5 Park Pl #515, Annapolis, MD 21401, 2 beds, 2 baths

$698,000

2 beds2 baths1,320 sq ft

5 Park Pl #515, Annapolis, MD 21401

(410) 312-0000

Property at 917 Arbutus Rd, Annapolis, MD 21403, 5 beds, 3.5 baths

$5,250,000

5 beds3.5 baths3,945 sq ft

917 Arbutus Rd, Annapolis, MD 21403

(410) 263-8686

Property at 1200-F Gemini Dr, Annapolis, MD 21403, 3 beds, 2.5 baths

$324,999

3 beds2.5 baths1,304 sq ft

1200-F Gemini Dr, Annapolis, MD 21403

(410) 263-8686

Property at 5 Park Pl #302, Annapolis, MD 21401, 2 beds, 2 baths

$670,000

2 beds2 baths1,188 sq ft

5 Park Pl #302, Annapolis, MD 21401

(410) 263-3400

Property at 143 Spa Dr, Annapolis, MD 21403, 4 beds, 4.5 baths

$2,950,000

4 beds4.5 baths5,523 sq ft

143 Spa Dr, Annapolis, MD 21403

(443) 292-6767

Property at 66 Franklin St #20, Annapolis, MD 21401, 1 bed, 1.5 baths

$775,000

1 bed1.5 baths1,342 sq ft

66 Franklin St #20, Annapolis, MD 21401

(410) 224-4999

Property at 7 Silopanna Rd, Annapolis, MD 21403, 4 beds, 3 baths

$745,000

4 beds3 baths2,348 sq ft

7 Silopanna Rd, Annapolis, MD 21403

(410) 260-2800

Property at 300 Hilltop Ln Unit 300K, Annapolis, MD 21403, 2 beds, 2 baths

$279,000

2 beds2 baths1,085 sq ft

300 Hilltop Ln Unit 300K, Annapolis, MD 21403

(410) 823-0033

Property at 290-M Hilltop Ln, Annapolis, MD 21403, 2 beds, 1.5 baths

$244,950

2 beds1.5 baths1,024 sq ft

290-M Hilltop Ln, Annapolis, MD 21403

(202) 255-1900

Property at 10 N Homeland Ave N, Annapolis, MD 21401, 4 beds, 3 baths

$699,900

4 beds3 baths2,342 sq ft

10 N Homeland Ave N, Annapolis, MD 21401

(866) 987-3937

Property at 9 Rusty Red Dr, Annapolis, MD 21401, 5 beds, 4.5 baths

$1,375,000

5 beds4.5 baths5,124 sq ft

9 Rusty Red Dr, Annapolis, MD 21401

(410) 263-8686

Property at 66 Franklin St #509, Annapolis, MD 21401, 3 beds, 3.5 baths

$1,850,000

3 beds3.5 baths2,477 sq ft

66 Franklin St #509, Annapolis, MD 21401

(410) 266-0600

Property at 602 Broach Ct, Annapolis, MD 21401, 3 beds, 2.5 baths

$349,900

3 beds2.5 baths1,486 sq ft

602 Broach Ct, Annapolis, MD 21401

(571) 888-2600

Property at 141 West St #304, Annapolis, MD 21401, 3 beds, 3 baths

$1,399,000

3 beds3 baths2,112 sq ft

141 West St #304, Annapolis, MD 21401

(410) 263-8686

Property at 86 Summerfield Dr, Annapolis, MD 21403, 5 beds, 2 baths

$414,900

5 beds2 baths2,340 sq ft

86 Summerfield Dr, Annapolis, MD 21403

(410) 729-7700

Property at 139 Spa Dr, Annapolis, MD 21403, 4 beds, 4.5 baths

$2,900,000

4 beds4.5 baths4,628 sq ft

139 Spa Dr, Annapolis, MD 21403

(410) 505-9700

Property at 1233 Boucher Ave, Annapolis, MD 21403, 3 beds, 2.5 baths

$725,000

3 beds2.5 baths2,052 sq ft

1233 Boucher Ave, Annapolis, MD 21403

(443) 292-6767

Property at 9 Edelmar Dr, Annapolis, MD 21403, 4 beds, 2 baths

$519,900

4 beds2 baths936 sq ft

9 Edelmar Dr, Annapolis, MD 21403

(410) 729-7700

Property at 52 Primrose Hill Ln, Annapolis, MD 21403, 5 beds, 4.5 baths

$999,999

5 beds4.5 baths3,978 sq ft

52 Primrose Hill Ln, Annapolis, MD 21403

(410) 280-5600

Property at 5 Park Pl #507, Annapolis, MD 21401, 2 beds, 2 baths

$675,000

2 beds2 baths1,277 sq ft

5 Park Pl #507, Annapolis, MD 21401

(410) 263-8686

Property at 5 Park Pl #722, Annapolis, MD 21401, 2 beds, 2 baths

$825,000

2 beds2 baths1,285 sq ft

5 Park Pl #722, Annapolis, MD 21401

(410) 280-5600

Property at 111 Clay St, Annapolis, MD 21401, 3 beds, 1.5 baths

$635,000

3 beds1.5 baths1,568 sq ft

111 Clay St, Annapolis, MD 21401

(301) 478-4032

Property at 5 Park Pl #314, Annapolis, MD 21401, 2 beds, 2 baths

$574,000

2 beds2 baths1,056 sq ft

5 Park Pl #314, Annapolis, MD 21401

(410) 224-3600

Property at 201 Janwall St, Annapolis, MD 21403, 6 beds, 2 baths

$550,000

6 beds2 baths2,039 sq ft

201 Janwall St, Annapolis, MD 21403

(301) 778-3446

Property at 145 Spa Dr, Annapolis, MD 21403, 5 beds, 4 baths

$2,950,000

5 beds4 baths5,201 sq ft

145 Spa Dr, Annapolis, MD 21403

(410) 280-5600

Property at 5 Park Pl #102, Annapolis, MD 21401, 2 beds, 2 baths

$734,000

2 beds2 baths1,208 sq ft

5 Park Pl #102, Annapolis, MD 21401

(855) 450-0442

Property at 5 Park Pl #430, Annapolis, MD 21401, 2 beds, 2 baths

$688,000

2 beds2 baths1,292 sq ft

5 Park Pl #430, Annapolis, MD 21401

(410) 224-3600

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